Sleepy Hollow Holidays

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    Better together

    Save up to S$134 when you book a flight and hotel together*
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    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy

    Plan, book, and manage your trip all in one place

Top hotels in Sleepy Hollow

Country Inn & Suites by Radisson, Hagerstown, MD

Country Inn & Suites by Radisson, Hagerstown, MD

3 out of 5
17612 Valley Mall Rd, Hagerstown, MD
Fully refundable
The price is S$153 per night from 31 Jul to 1 Aug
S$153
31 Jul - 1 Aug
includes taxes & fees
8.4/10 Very Good! (1,115 reviews)
Pretty nice place
"We had a king suite. Lots of room, even two closets. The legs on the ironing board were broken and the noise from the frig was so loud we had to close the connecting door. The bed was very comfy."

Reviewed on 17 Jul, 2025

Country Inn & Suites by Radisson, Hagerstown, MD
Super 8 by Wyndham Hagerstown/Halfway Area

Super 8 by Wyndham Hagerstown/Halfway Area

2 out of 5
16805 Blake Rd, I 70 & I 81, Hagerstown, MD
Fully refundableReserve now, pay when you stay
The price is S$99 per night from 27 Jul to 28 Jul
S$99
27 Jul - 28 Jul
includes taxes & fees
8.4/10 Very Good! (1,000 reviews)
"Its was the nicest cheep hotel around."

Reviewed on 16 Jul, 2025

Super 8 by Wyndham Hagerstown/Halfway Area
Motel 6 Hagerstown, MD

Motel 6 Hagerstown, MD

2 out of 5
11321 Massey Blvd, Hagerstown, MD
Fully refundableReserve now, pay when you stay
The price is S$101 per night from 3 Aug to 4 Aug
S$101
3 Aug - 4 Aug
includes taxes & fees
7/10 Good! (735 reviews)
"Nice place"

Reviewed on 16 Jul, 2025

Motel 6 Hagerstown, MD
See all 612 properties in Sleepy Hollow
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

How much does a Sleepy Hollow holiday package cost?
Live it up in Sleepy Hollow from just . We offer a wonderful selection of flights, hotels and rental cars to suit every budget and style. Land even more discounts when you add a couple of tours or experiences to your package.
How do I get a cheap travel package to Sleepy Hollow?
Combine your bookings with Expedia to save big bucks on your next big adventure. With more than 550 partner airlines and 1,000,000 hotels throughout the world, your Sleepy Hollow holiday package can be customized exactly to suit your budget. With all that extra cash, why not throw in one or two fun tours and activities? It's an easy way to unlock even more discounts. The holiday you've always dreamed of in Sleepy Hollow is closer than you thought!
What are the top hotels in Sleepy Hollow?
If this will be your first visit to Sleepy Hollow, make a reservation at Hot Tub, Fire Pit, Huge Deck At Loft Cabin or Above Sleepy Hollow - A Hidden Getaway. Both will make you feel at home and are popular options with lots of travellers.
How far in advance should I book my Sleepy Hollow holiday?
While not all air carriers advertise tickets early, you can normally start comparing international airfares on Expedia up to 12 months in advance. This is the time you'll nab some incredible bargains. If you're booking late, you might still be in luck. Low prices sometimes become available a few weeks prior to departure.
What does an Expedia Sleepy Hollow travel package include?
That depends on you. You can choose from a range of Sleepy Hollow packages, such as a flight, hotel and rental car. You can also book a hotel and a flight, or a flight with a rental car. Once you've made your booking, you can add on the fun stuff like experiences and tours. Whatever your ideal Sleepy Hollow trip looks like, you're sure to save!
What should I know before booking a Sleepy Hollow travel package?
You'll land amazing savings when you bundle your flights, hotels and rental cars into a package. Not only that, booking everything in one spot makes trip planning much easier. So why waste your money or time? Whether you're putting together a ritzy romantic getaway or an affordable family break, explore our holiday packages today.
Can I choose my airline with a Sleepy Hollow Expedia holiday package?
Yes — that's one of the best things about an Expedia package. You get to choose. We have more than 550 partner airlines all over the world, so you have lots of choice when arranging your Sleepy Hollow trip.
If I'm not able to travel, can I cancel my Sleepy Hollow holiday package?
Plans can change suddenly, so yes. You may be able to cancel or change your Sleepy Hollow holiday package at no cost if you've booked in the last 24 hours. For older bookings, you can still make the necessary changes, but your car rental company, airline or hotel may impose a fee. Need more information? Take a look at our Customer Service Portal. We're here to help make sure your getaway goes off without a hitch.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.